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Identification
NamePhosphonotyrosine
Accession NumberDB01962  (EXPT02687)
Typesmall molecule
Groupsexperimental
Description

An amino acid that occurs in endogenous proteins. Tyrosine phosphorylation and dephosphorylation plays a role in cellular signal transduction and possibly in cell growth control and carcinogenesis. [PubChem]

Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number21820-51-9
WeightAverage: 261.1684
Monoisotopic: 261.040223633
Chemical FormulaC9H12NO6P
InChI KeyDCWXELXMIBXGTH-QMMMGPOBSA-N
InChI
InChI=1S/C9H12NO6P/c10-8(9(11)12)5-6-1-3-7(4-2-6)16-17(13,14)15/h1-4,8H,5,10H2,(H,11,12)(H2,13,14,15)/t8-/m0/s1
IUPAC Name
(2S)-2-amino-3-[4-(phosphonooxy)phenyl]propanoic acid
SMILES
N[C@@H](CC1=CC=C(OP(O)(O)=O)C=C1)C(O)=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassPhenylpropanoids and Polyketides
ClassPhenylpropanoic Acids
SubclassNot Available
Direct parentPhenylpropanoic Acids
Alternative parentsAlpha Amino Acids and Derivatives; Amphetamines and Derivatives; Amino Fatty Acids; Organophosphate Esters; Organic Phosphoric Acids; Enolates; Carboxylic Acids; Polyamines; Monoalkylamines
Substituentsbenzene; organic phosphate; phosphoric acid ester; carboxylic acid derivative; carboxylic acid; enolate; polyamine; primary aliphatic amine; primary amine; amine; organonitrogen compound
Classification descriptionThis compound belongs to the phenylpropanoic acids. These are compounds whose structure contain a benzene ring conjugated to a propanoic acid.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption - 0.7479
Blood Brain Barrier + 0.524
Caco-2 permeable - 0.7137
P-glycoprotein substrate Non-substrate 0.6436
P-glycoprotein inhibitor I Non-inhibitor 0.9611
P-glycoprotein inhibitor II Non-inhibitor 0.9932
Renal organic cation transporter Non-inhibitor 0.937
CYP450 2C9 substrate Non-substrate 0.8097
CYP450 2D6 substrate Non-substrate 0.808
CYP450 3A4 substrate Non-substrate 0.6772
CYP450 1A2 substrate Non-inhibitor 0.6949
CYP450 2C9 substrate Non-inhibitor 0.9344
CYP450 2D6 substrate Non-inhibitor 0.93
CYP450 2C19 substrate Non-inhibitor 0.8443
CYP450 3A4 substrate Non-inhibitor 0.9012
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9878
Ames test Non AMES toxic 0.7505
Carcinogenicity Non-carcinogens 0.8393
Biodegradation Ready biodegradable 0.5677
Rat acute toxicity 2.0836 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.919
hERG inhibition (predictor II) Non-inhibitor 0.9259
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility1.93e+00 g/lALOGPS
logP-0.76ALOGPS
logP-1.5ChemAxon
logS-2.1ALOGPS
pKa (strongest acidic)1.38ChemAxon
pKa (strongest basic)9.46ChemAxon
physiological charge-2ChemAxon
hydrogen acceptor count6ChemAxon
hydrogen donor count4ChemAxon
polar surface area130.08ChemAxon
rotatable bond count5ChemAxon
refractivity57.97ChemAxon
polarizability22.7ChemAxon
number of rings1ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC06501
PubChem Compound30819
PubChem Substance46507690
ChemSpider3781655
BindingDB22597
ChEBI37788
ChEMBL
HETPTR
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Tyrosine-protein kinase HCK

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Tyrosine-protein kinase HCK P08631 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

2. Proto-oncogene tyrosine-protein kinase Src

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Proto-oncogene tyrosine-protein kinase Src P12931 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

3. Mast/stem cell growth factor receptor Kit

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Mast/stem cell growth factor receptor Kit P10721 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:16